Chesapeake Sailing School

Annapolis

In a Nutshell

Learn sailboat etiquette

Bone up on the basics

Get time on the water

Experienced instructors

The Fine Print

Promotional value expires Oct 5, 2011. Amount paid never expires.Limit 1 per person, may buy multiple as gifts. Must be 16 or older. Up to 7-day cancellation notice or fee up to Groupon price may apply. Must sign waiver. Light soled shoes required.Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Chesapeake Sailing School

Before man conquered his fear of water, he amused himself with dust sports such as pushing boulders off cliffs, wrestling tumbleweeds, and falling in the dust. Opt for an aquatic adrenaline rush with today's Groupon: for $99, you get a day of introductory sailing from Chesapeake Sailing School (a $205 value), located in Annapolis.

Chesapeake Sailing School's Try It intro-to-sailing experience gives rookie water-wranglers the chance to learn the basics of sailing on the open waves. After consulting the online schedule of available dates and registering for the course, students will receive a guide in the mail detailing what to wear and what to expect on the day of the class. With proper aqua attire affixed to the body, students will arrive for the Try It experience, which begins with 30 minutes of instruction on tacking, or driving, the boat. From there, students will head out onto Chesapeake Bay with the instructor for hands-on-deck learning of sailboat etiquette, safety procedures, and the proper, non-plank-walking ways to dismount a water vessel. A half-hour break for lunch is included.

Chesapeake Sailing School has been granting boat-wings to landlubbers for 30 years through a kraken's worth of educational courses. Call yourself Ishmael and take to the steering wheel of a sailboat for a day of Neptune-approved navigation from Chesapeake Sailing School.

Chesapeake Sailing School

Affiliates of the American Sailing Association, the instructors at Chesapeake Sailing School strive to keep the Chesapeake's seafaring heritage alive through classes spanning one-day sailing courses to five-day live-aboard cruises. The training fleet ranges from 22-foot boats for basic and intermediate instruction to 38-foot vessels for advanced cruise training. The school's team also assists students obtain their ASA certifications in preparation for careers as Popeye impersonators.

Beyond instruction facilities, Chesapeake Sailing School houses The Tiller Club, which grants members privileges such as unlimited daily use of the school's Tanzer 22 ships. The school’s team also coordinates charter excursions to give vacationers a from-the-water view of the Inner Harbor, St. Michael's the Archangel Church, and the bay's abundant wildlife.

Customer Reviews

The instruction, both on and off the water, was exceptional and the entire sailing experience was wonderful. I would recommend it to anyone who would like to learn to sail, or who is interested in getting their credentials.

Kathleen S. ·
October 3, 2013

excxellent instructor -- fun and informative

Jill B. ·
September 13, 2012

There was a tiny hiccup when our assigned instructor was MIA the day of our class. The school found a solution quickly and easily, and we had a perfect day of sailing! I'd go back in a second.